Anomalous course of Leuckart reduction of anthraquinones by formamide

CA Flemming, MS Gibson…

Index: Flemming, Cecily A.; Gibson, Martin S.; Kaldas, Magdy L. Journal of Organic Chemistry, 1982 , vol. 47, # 2 p. 378 - 379

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Abstract

Reactions of such alkyl-and dialkylamides as methylformamide, dimethylformamide, and hexamethylphosphoric triamide with a variety of chloroanthraquinones have been described;'J these give (methylamino)-and (dimethylamino) anthraquinones, depending on the reagent and conditions. Formamide, presumably because of its demonstrated capacity for reacting with the carbonyl groups in the parent anthraquinone? has apparently not